Hilton Head Holiday Rentals

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Holiday Rentals in Hilton Head

3 outdoor pools, pool umbrellas, pool loungers
Coral Sands Resorts by Palmera
3.5 star property
9.4 out of 10, Exceptional, (514)
"Excellent property that is close to the beach, shopping, and restaurants. It has a beautiful pool and spacious hot tub. The staff is extremely helpful and friendly. You can’t go wrong staying here."
Coral Sands Resorts by Palmera
Pool
14 Laughing Gull - FRIDAY TO FRIDAY BOOKINGS! SEA PINES LUXURY OCEANFRONT!
10.0 out of 10, Exceptional, (7)
"The house was great and perfect for multiple families. There were a few small hiccups such as trash pick not happening the day it was supposed to so it still had the other guest’s trash and we ran out of room for ours but the response was almost immediate and the trash was picked up within less than an hour of us messaging! The area was also great. We had a group of 15 for reference and we all had plenty of room!"
14 Laughing Gull - FRIDAY TO FRIDAY BOOKINGS! SEA PINES LUXURY OCEANFRONT!
2 outdoor pools, pool umbrellas, pool loungers
Island Links Resort by Palmera
3.0 star property
9.2 out of 10, Wonderful, (228)
"Clean property, kid friendly, quiet... friendly and accommodating staff. Large spacious rooms "
Island Links Resort by Palmera
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Sun-loungers, beach towels
Steps from the ocean
9.2 out of 10, Wonderful, (46)
"Shaneka is a wonderful host who is prompt in all communications. The condo is very well located and a minute's walk from the beach. Great restraunts and other points of interest at the island are all a short drive away. All amenities were well thought of and we had a pleasant stay overall. The only hitch we had was the AC, which did not work during our stay. But to the host's credit, maintenence was informed and they came to fix it, albeit unsuccessfully. It happens, but we look forward to...
Steps from the ocean
Indoor pool, 2 outdoor pools, pool umbrellas, pool loungers
Bluewater Resort & Marina by Spinnaker Resorts
3.5 star property
9.6 out of 10, Exceptional, (115)
"Nothing bad to say "
Bluewater Resort & Marina by Spinnaker Resorts
Restaurant
Marriott's Barony Beach Club
3.5 star property
9.4 out of 10, Exceptional, (226)
" Excellent check in and unit very clean and spacious. "
The price is NZ$1,122
includes taxes & fees
18 May - 19 May
Marriott's Barony Beach Club
Outdoor pool
#232 Breakers Beach Front. King Bed! Best location on Hilton Head Island!
9.8 out of 10, Exceptional, (191)
"Very convenient location right on the beach! Great communication really enjoyed our stay. Thanks!"
#232 Breakers Beach Front. King Bed! Best location on Hilton Head Island!
Pool
Coastal Condo w/ Balcony & Luxe Resort Amenities!
10.0 out of 10, Exceptional, (30)
"Hilton head, beach resort and tennis club was exactly as described. The property was clean, and perfectly situated for the beach and pool. The pool was the biggest pool I had seen seen anywhere. I highly recommend this."
Coastal Condo w/ Balcony & Luxe Resort Amenities!
BBQ/picnic area
Royal Dunes Resort
3.5 star property
9.2 out of 10, Wonderful, (140)
"Absolutely excellent stay! Everything exceeded our expectations. The location was perfect, right on the best part of the beach on the island. The accommodation was wonderful, super clean and spacious. Excellent facilities. Comfy sun loungers. Wonderful helpful staff. So pleased we chose to stay here on Hilton Head Island! "
Royal Dunes Resort
Outdoor pool
Totally Beachin' Gorgeous! Incredible Ocean Views! Free bikes beach chairs
10.0 out of 10, Exceptional, (151)
"Great property in a great location. The condo was clean and convenient and the views were great. I had a wonderful trip."
The price is NZ$620
includes taxes & fees
21 May - 22 May
Totally Beachin' Gorgeous! Incredible Ocean Views! Free bikes beach chairs
Sun-loungers
SUPER NICE! New King Bed! Great Ocean View!1 BD ~ 1 BA, 2 Bikes! #136
10.0 out of 10, Exceptional, (181)
"Great property and easy access to beach with many great restaurants close by! This is our second time staying in the condo and we really enjoy it."
SUPER NICE! New King Bed! Great Ocean View!1 BD ~ 1 BA, 2 Bikes! #136
On the beach
Brand New As seen on HGTV! Deluxe Beachfront Villa W Beautiful Ocean Front Views
9.0 out of 10, Wonderful, (70)
"Just like the pics! Adorable place and convenient location! Will plan on staying here again. Highly recommend ☺️"
Brand New As seen on HGTV! Deluxe Beachfront Villa W Beautiful Ocean Front Views
Pool
Hilton Head Family Condo w/ Community Pool & Bikes
9.0 out of 10, Wonderful, (61)
"Clean good location"
Hilton Head Family Condo w/ Community Pool & Bikes
Outdoor pool
Front Row Location 200 steps to Beach & Pool - 1st Floor - Gorgeous - Top Rental
10.0 out of 10, Exceptional, (66)
"Property was freshly updated and conveniently located on the first floor. All necessary amenities were available including a pretty comfortable power recliner. We would definitely stay here again. Thanks!"
The price is NZ$747
includes taxes & fees
9 Jun - 10 Jun
Front Row Location 200 steps to Beach & Pool - 1st Floor - Gorgeous - Top Rental
TV
Seaside Villa 376 - Spectacular Ocean Views
10.0 out of 10, Exceptional, (32)
"We really enjoyed the views, easy access to surrounding shopping and eats and beautiful property which we selected. Will do it again and again in the future. Plan on multiple returns!!!"
Seaside Villa 376 - Spectacular Ocean Views
Fridge, microwave, oven, stovetop
Hilton Head Townhouse - Walk to Coligny beach, restaurants, shops and more!
10.0 out of 10, Exceptional, (4)
"Great condo! Perfect location for Heritage Golf Tournament. Condo was very clean and spacious. Photos very accurate display and host was great. Easy to contact and very prompt in her responses. Hope to rent this condo again next year. 5 stars!"
The price is NZ$571
includes taxes & fees
13 Jun - 14 Jun
Hilton Head Townhouse - Walk to Coligny beach, restaurants, shops and more!
A heated pool
Resort-Style Hilton Head Condo - Walk to Beach!
9.2 out of 10, Wonderful, (42)
"Lovely place!"
Resort-Style Hilton Head Condo - Walk to Beach!
Pool
SUPER VALUE VACATION HOUSE: PRIVATE BEACH, GOLF, POOL
9.6 out of 10, Exceptional, (91)
"This house is very spacious with lots of rooms. There are 2 bedrooms with full bathrooms and a third half bathroom. The location allows for easy access to very many places to visit including the Spring Lake recreation center where the pool, lazy river and splash pad is located. There are many restaurants near by as well as grocery stores and shopping outlets. The host is very responsive and so very helpful providing information not only about the house but things to do and places to see. The...
SUPER VALUE VACATION HOUSE: PRIVATE BEACH, GOLF, POOL
Indoor pool, outdoor pool
🌴Waterfront Relaxing Retreat Wonderful Views & Amenities! Snowbird Special
9.6 out of 10, Exceptional, (161)
"We hope to come back and revisit in the near future! Best accommodations we have ever booked on VRBO!!!"
🌴Waterfront Relaxing Retreat Wonderful Views & Amenities! Snowbird Special
Exterior
Ocean One 419 - Oceanfront 4th Floor Condo
9.0 out of 10, Wonderful, (76)
"Enjoyed our visit to HHI. The condo is very well equipped and close to everything. Weather was perfect and we had a great time. Parking is a little limited but we always seemed to find a spot without an issue."
Ocean One 419 - Oceanfront 4th Floor Condo
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See all available properties in Hilton Head
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Hilton Head you may be interested in

Meeting facility
Hilton Beachfront Resort & Spa Hilton Head Island
4.5 star property
8.0 out of 10, Very good, (1062)
"Our 2 night stay was amazing! Loved the room with a spectacular oceanfront view! The staff was very nice and friendly. We were a little disappointed that we couldn’t enjoy a nice quiet dinner at the restaurant our 2nd night due to a conference being held - they basically took over the bar and restaurant. They closed the pool bar down early due to poor weather. It wouldn’t stop us from coming back but they should have been more prepared to take care of all the other guests too. "
The price is NZ$413
includes taxes & fees
22 May - 23 May
Hilton Beachfront Resort & Spa Hilton Head Island
Exterior
Sonesta Resort Hilton Head Island
4.0 star property
8.2 out of 10, Very good, (1002)
"The staff are amazing and the area is beautiful "
The price is NZ$716
includes taxes & fees
19 May - 20 May
Sonesta Resort Hilton Head Island
Exterior
Beach House Resort Hilton Head
3.0 star property
8.4 out of 10, Very good, (1008)
" We have stayed here before and we’re looking forward to our stay for the evening. When we arrived we were not informed that the hotel was under renovation. The pool and tiki bar were shut down . We did spend a few hours at the beach and they had music in the hotel lounge that evening which was nice . We were looking forward to pool time , I wish we had been made aware of the construction. I suggest anyone booking in the near future check in on the process of this . They are still charging...
The price is NZ$443
includes taxes & fees
3 Jun - 4 Jun
Beach House Resort Hilton Head
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Hilton Head holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Hilton Head. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Hilton Head. Seeing all the best attractions is bound to make you fall in love with Hilton Head. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Hilton Head short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Hilton Head?

Yes, there are holiday rentals in Hilton Head close to The Sandbox, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the scenic seaside and waterfront in Hilton Head. Make sure you have time to check out the golf courses while you're in the area.

What are some of the best holiday rentals that Hilton Head has to offer?

Hilton Head Townhouse - Walk to Coligny beach, restaurants, shops and more! : This highly rated holiday home rental in Hilton Head offers an outdoor pool, a balcony and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Kick off your shoes and enjoy yourself with a garden and a selection of games. Other favourite homes for rent in Hilton Head are Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown and 14 Laughing Gull - FRIDAY TO FRIDAY BOOKINGS! SEA PINES LUXURY OCEANFRONT!.

How many holiday rentals are there in Hilton Head?

With 2896 Expedia holiday rentals, you're guaranteed to find just the right place for your Hilton Head stay.

What’s there to see and do in Hilton Head?

Cultural attractions include Arts Center of Coastal Carolina and Coastal Discovery Museum, whereas Sea Pines Forest Preserve and Coligny Beach are a couple of picturesque spots to enjoy the outdoors. Marine Corps Recruit Depot Parris Island and River Street are other popular places to visit in the area.

What’s a holiday rental in Hilton Head like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Hilton Head. Holiday rentals offer extras like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy front desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for family trips.

Recent reviews of Hilton Head properties
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